Callawassie Island Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
21.98 km from city center
Book a stay at this luxury resort in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful ...
Palmera Inn and Suites
12 Park Ln Hilton Head Island SC
20.9 km from city center
Stay at this hotel in Hilton Head Island. Enjoy free breakfast, an outdoor pool, and a fitness center. Our guests praise the breakfast and the helpful staff ...
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
22.41 km from city center
Book a stay at this beach resort in Hilton Head Island. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful ...
Beach House Resort Hilton Head
1 South Forest Beach Drive Hilton Head Island SC
22.81 km from city center
Book a stay at this beach hotel in Hilton Head Island. Enjoy free WiFi, a beach locale, and 2 bars/lounges. Our guests praise the restaurant and the helpful ...
Holiday Inn Express Hilton Head Island by IHG
10 Tanglewood Drive Hilton Head Island SC
22.49 km from city center
Book a stay at this business-friendly hotel in Hilton Head Island. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and ...
Hotel Carolina
9 Marina Side Drive Hilton Head Island SC
20.29 km from city center
Stay at this hotel in Hilton Head Island. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
Beaufort Cottage: Pet-friendly Near Parris Island!
Beaufort SC
17.19 km from city center
Stay at this cottage in Beaufort. Enjoy free parking and air conditioning. Popular attractions Broome Lane Trailhead and Sea Wolf Charters are located ...
Omni Hilton Head Oceanfront Resort
23 Ocean Lane Hilton Head Island SC
22.13 km from city center
Book a stay at this beach resort in Hilton Head Island. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
The Westin Hilton Head Island Resort & Spa
2 Grasslawn Ave Hilton Head Island SC
21.05 km from city center
Book a stay at this beach hotel in Hilton Head Island. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful ...
Red Roof Inn Hardeeville
1122 Hummingbird Lane Hardeeville SC
22.06 km from city center
Book a stay at this business-friendly hotel in Hardeeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Extended Stay America Premier Suites Bluffton Hilton Head
108 Seagrass Station Road Bluffton SC
9.26 km from city center
Book a stay at this business-friendly hotel in Bluffton. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Holiday Inn Express Bluffton at Hilton Head Area by IHG
35 Bluffton Rd Bluffton SC
7.86 km from city center
Book a stay at this business-friendly hotel in Bluffton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Tru by Hilton Beaufort, SC
3662 Trask Parkway Beaufort SC
17.85 km from city center
Book a stay at this business-friendly hotel in Beaufort. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Dec 2 - Wed, Dec 16
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Wed, Dec 2 - Wed, Dec 16
JFK
John F. Kennedy Intl.
SAV
Savannah - Hilton Head Intl.
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Sat, Nov 14 - Tue, Nov 17
LGA
LaGuardia
SAV
Savannah - Hilton Head Intl.
$219 Roundtrip, found 18 hours ago
$219
Roundtrip
found 18 hours ago
Fri, Dec 18 - Mon, Dec 21
DAL
Love Field
SAV
Savannah - Hilton Head Intl.
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Mon, Jan 4 - Thu, Jan 7
BOS
Logan Intl.
SAV
Savannah - Hilton Head Intl.
$340 Roundtrip, found 2 days ago
$340
Roundtrip
found 2 days ago